Suzuki-Miyaura Cross-coupling Reactions of Potassium Vinyltrifluoroborate with Aryl and Heteroaryl Electrophiles

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2006 Dec 16

PMID 17168585

Citations 24

Authors

Gary A Molander

Adam R Brown

Affiliations

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Abstract

We have previously reported that the palladium-catalyzed cross-coupling reaction of potassium vinyltrifluoroborate with aryl electrophiles proceeds with good yields. Herein, we describe recent progress in optimizing the reaction, as well as outlining the scope and limitations of the reaction. The cross-coupling reaction can generally be effected using 2 mol % of PdCl2 and 6 mol % of PPh3 as a catalyst system in THF/H2O with Cs2CO3 as a base. Moderate to good yields are obtained in the presence of a variety of functional groups.

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